2,6-Dichloroquinone-4-chloroimide

2,6-Dichloroquinone-4-chloroimide (Gibbs reagent) is an organic compound used as an colorimetric indicator to detect phenolic compounds.[1] Upon reaction with phenol itself, 2,6-dichlorophenolindophenol is formed,[2] a chemical that is used as a redox indicator.

2,6-Dichloroquinone-4-chloroimide
Names
Preferred IUPAC name
2,6-Dichloro-4-(chloroimino)cyclohexa-2,5-dien-1-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.671 Edit this at Wikidata
EC Number
  • 202-937-2
UNII
  • InChI=1S/C6H2Cl3NO/c7-4-1-3(10-9)2-5(8)6(4)11/h1-2H
    Key: YHUMTHWQGWPJOQ-UHFFFAOYSA-N
  • C1=C(C(=O)C(=CC1=NCl)Cl)Cl
Properties
C6H2Cl3NO
Molar mass 210.44 g·mol−1
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Warning
H242, H315, H319, H335
P210, P220, P234, P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P411, P420, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References edit

  1. ^ Arip, Mohamad Nasir Mat; Heng, Lee Yook; Ahmad, Musa; Aishah Hasbullah, Siti (2013). "Reaction of 2,6-dichloroquinone-4-chloroimide (Gibbs reagent) with permethrin – an optical sensor for rapid detection of permethrin in treated wood". Chem Cent J. 7: 122. doi:10.1186/1752-153X-7-122. PMC 3726330. PMID 23867006.
  2. ^ Svobodová, D.; Křenek, P.; Fraenkl, M.; Gasparič, J. (1977). "Colour Reaction of Phenols with the Gibbs Reagent. The Reaction Mechanism and Decomposition and Stabilisation of the Reagent". Microchim. Acta. 67 (3–4): 251–264. doi:10.1007/BF01213035. S2CID 93587492.